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605 Wingfield Avenue, Central Chesapeake
$279,900
4 Beds ⋅ 1 Baths ⋅ 10655177 MLS
Welcome to this charming two-story Cape Cod offering 4 bedrooms and a spacious open floor plan designed for comfortable living. The home's inviting layout provides plenty of room for family gatherings and everyday enjoyment. Living room, dinning room, eat-in kitchen, 2 bedrooms on 1st floor and 2 bedrooms on 2nd floor. A full family bathroom serves the home, while the generous bedroom count offers flexibility for guests, a home office, or growing households. Newer water heater and windows have been replaced. This property is being sold as-is, and presents a great opportunity for homeowners or investors looking to add their personal touches and build equity.

605 Wingfield Avenue, Central Chesapeake
601 Wingfield Avenue, Central Chesapeake
$299,900
3 Beds ⋅ 1 Baths ⋅ 10655176 MLS
Charming Cape Cod-style home situated on a desirable corner lot, offering plenty of character and potential. Features a spacious eat-in kitchen, beautiful hardwood floors, and a large living room highlighted by a cozy fireplace. The main level includes two comfortable bedrooms and a full family bathroom, while the second floor boasts a generously sized bedroom, providing additional privacy and space. An oversized detached garage with large driveway offers ample room for parking, storage, or a workshop. This two-story home is being sold as-is, presenting a great opportunity for homeowners, investors, or those looking to add their personal touch.

601 Wingfield Avenue, Central Chesapeake
609 Dupree Lane, Central Chesapeake
$350,000
3 Beds ⋅ 2.1 Baths ⋅ 10654902 MLS
Welcome to 609 Dupree Lane, a spacious 3-story end-unit townhome offering 3 bedrooms, 2.5 baths, and a thoughtfully designed layout. The first floor features a versatile flex room, ideal for a home office, den, fitness space, or additional living area. The main living level showcases new flooring, recessed lighting, and a generously sized kitchen featuring a large center island, pantry, and plenty of space for gathering and entertaining. Step outside to the second-floor balcony for additional outdoor living space. The spacious primary suite offers a walk-in closet and private bath with double bowl sinks. Additional highlights include new ceiling fans and an attached 2-car garage. Enjoy low-maintenance living with grounds upkeep included, along with community amenities featuring a clubhouse, pool, and playgrounds. A wonderful combination of space, style, and convenience in Chesapeake!

609 Dupree Lane, Central Chesapeake
2825 Estella Way, Central Chesapeake
$314,999
3 Beds ⋅ 2.1 Baths ⋅ 10655230 MLS
Beautiful luxury townhouse community. Two story townhouse that has 3 bedrooms and 2.5 baths. 42" cabinets in kitchen with soft close drawers & cabinets. Granite counter tops in the kitchen & baths. 9' ceilings on 1st and 2nd floors with a double pan ceiling in the master bedroom. Crown molding throughout home. Wainscoting and chair rail in powder room. Ceiling fans in the master bedroom, family room and BR3. Elongated, comfort height toilets in all bathrooms. Storage area on back deck. Eat in Kitchen. Amenities include ground maintenance and playground. Your water bill is included in your monthly fee. Won’t last long, make this beauty your home!

2825 Estella Way, Central Chesapeake
911 Bainbridge Boulevard, Central Chesapeake
$529,000
4 Beds ⋅ 3 Baths ⋅ 10655168 MLS
NEW CONSTRUCTION Welcome home to this beautifully designed 4-bedroom, 3-bath residence offering modern style and exceptional comfort. The open-concept floor plan features 9-foot ceilings, a spacious family room with a cozy gas fireplace, and a stunning kitchen with granite countertops, stainless steel appliances, and abundant cabinet space. A first-floor bedroom with a full bath is ideal for guests or multi-generational living. The luxurious primary suite offers an oversized tiled shower, double vanity, and a large walk-in closet. Generous secondary bedrooms, ample storage, pull-down attic access to a full attic, Energy Star double-pane windows, and extensive insulation provide year-round efficiency and comfort. Completing this exceptional home is a detached 2-car garage with electricity and plenty of additional storage. Also has a rear alley entrance and a huge fenced backyard. Ready in less than 45 Days.

911 Bainbridge Boulevard, Central Chesapeake
1940 Engle Avenue, Central Chesapeake
$355,000
3 Beds ⋅ 2.1 Baths ⋅ 10655218 MLS
Welcome to 1940 Engle Ave! This well-maintained home offers a comfortable, functional layout with spacious living areas and plenty of natural light. The home has been nicely cared for and is move-in ready, offering buyers the opportunity to settle in without taking on a major renovation. Conveniently located in Chesapeake with easy access to shopping, dining, schools, military bases, and major highways. A great opportunity to own a newer home in an established neighborhood with the space, condition, and location today's buyers are looking for.

1940 Engle Avenue, Central Chesapeake
2107 Stalham Road, Central Chesapeake
$369,900
5 Beds ⋅ 2.1 Baths ⋅ 10654947 MLS
Hard-to-find first-floor bedroom! This well-maintained 5-bedroom, 2.5-bath Chesapeake home delivers the space, flexibility and convenience buyers are looking for. The spacious downstairs bedroom is ideal for guests, a home office, workout room or versatile flex space, while four additional bedrooms upstairs provide plenty of room to spread out. The kitchen features granite countertops and stainless-steel appliances and opens to the den, creating an easy flow for everyday living and entertaining. Step outside to the backyard for even more room to enjoy. Built in 2000 with a comfortable two-story layout and generous living areas, this home is ready for its next owner. Conveniently located near shopping, restaurants, military bases and major commuting routes with easy access throughout Hampton Roads. Five bedrooms, flexible living space and a great Chesapeake location—this one checks a lot of boxes!

2107 Stalham Road, Central Chesapeake
1511 Hazel Avenue, Central Chesapeake
$335,000
3 Beds ⋅ 1.1 Baths ⋅ 10654700 MLS
This charming 3-bedroom, 1.5-bath ranch offers comfortable one-level living with a fresh, updated feel. Upgrades include: New electrical panel (2026), paint (2026), carpet (2026), flooring (2026) and moisture barrier (2026). Creating a clean, inviting interior that is move-in ready and waiting for someone to make it their own. The functional floor plan provides plenty of space for everyday living and entertaining as well as a bonus area that can be used as a second living room, play area or office space. Enjoy the spacious backyard, ideal for relaxing or gathering with friends, plus a shed offering additional storage or workshop space. Located in an established neighborhood convenient to shopping, dining, bases and major roadways. Schedule your private showing today!

1511 Hazel Avenue, Central Chesapeake
1016 Thoroughgood Way Unit 302, Central Chesapeake
$225,000
2 Beds ⋅ 2 Baths ⋅ 10654835 MLS
Welcome to Village at Gateway in the heart of South Norfolk! This beautifully maintained third-floor condo is easily accessed via elevator and features an open-concept floor plan with oversized rooms and abundant natural light from skylights. The upgraded kitchen provides ample cabinetry, a pantry, and bar seating for four for casual dining or entertaining. Enjoy indoor-outdoor living with a spacious 8x12 covered porch just off the living room. The primary suite includes a glass-enclosed shower and dual closets, while the second bedroom is generously sized for guests or a home office. Additional highlights include in-unit stacked washer and dryer, secured building access, and gated parking with fob entry. Conveniently located near shopping, dining, and major interstates, don’t miss this opportunity for low-maintenance living!

1016 Thoroughgood Way Unit 302, Central Chesapeake
1923 Linster Street, Central Chesapeake
$424,900
4 Beds ⋅ 2 Baths ⋅ 10655002 MLS
Space where it matters! This spacious 4-bedroom, 2-bath contemporary ranch offers 2,374 sqft of single-level living with generously sized rooms throughout. From the expansive living area to the roomy kitchen and dining spaces, this home offers plenty of room to spread out and make it your own. Enjoy the convenience of an attached garage, covered front porch, and plenty of space both inside and out...Bonus for RV owners! The property features an RV connection conveniently located along the side of the home...All in an established Chesapeake neighborhood with convenient access to shopping, dining, interstates and more. Come see just how much space this home has to offer!

1923 Linster Street, Central Chesapeake
1644 Chesapeake Drive, Central Chesapeake
$365,000
4 Beds ⋅ 2.1 Baths ⋅ 10655000 MLS
Beautiful 4 Bedroom Home with Modern Updates and Spacious Layout This stunning 4-bedroom, 2.5-bath home features fresh paint, new carpet, and stainless-steel appliances throughout. The open floor plan creates a seamless flow that’s perfect for entertaining and cooking, with large, bright rooms that feel warm and welcoming.Enjoy a formal dining room, a comfortable family room, and a charming breakfast nook. A cozy fireplace adds the perfect touch for relaxing evenings.Step outside and take your entertainment outdoors to your private, fenced-in backyard — ideal for gatherings, play, or quiet mornings.At the end of the day, retreat to the primary suite, complete with a spacious ensuite bathroom, offering comfort and privacy. LOCATED CLOSE TO BASES, MEDICAL, INTERSTATES, ENTERTAINMENT, BEACHES AND RETAIL.

1644 Chesapeake Drive, Central Chesapeake
901 Stewart Street, Central Chesapeake
$215,000
2 Beds ⋅ 1 Baths ⋅ 10655021 MLS
Welcome to 901 Stewart Street! This charming 2-bedroom, 1-bath ranch offers comfortable single-level living in the South Norfolk area of Chesapeake. With approximately 825 square feet, the home features a functional layout with plenty of opportunity to make the space your own. Enjoy a spacious yard with room for outdoor entertaining, gardening, or creating your own outdoor retreat. Conveniently located near shopping, dining, major roadways, and everyday amenities, this property offers easy access throughout Chesapeake and surrounding Hampton Roads. Whether you're looking for your next home or an investment opportunity, 901 Stewart Street is ready for its next chapter. Schedule your private showing today!

901 Stewart Street, Central Chesapeake
1085 Cascade Boulevard, Central Chesapeake
$314,900
3 Beds ⋅ 2.1 Baths ⋅ 10654970 MLS
Beautifully renovated from top to bottom and move-in ready! This home offers the look and feel of new construction with extensive updates throughout, including a brand-new HVAC system, electrical, plumbing, roof, windows, appliances, fixtures, and more. Enjoy beautiful modern finishes, a bright and open feel, and thoughtful details throughout.The beautiful and spacious primary suite is a standout, complete with a private full bathroom featuring a double-sink vanity. With so many major systems and finishes newly updated, buyers can simply move in and enjoy. Schedule your showing today!

1085 Cascade Boulevard, Central Chesapeake
1514 Myrtle Avenue, Central Chesapeake
$329,900
3 Beds ⋅ 2 Baths ⋅ 10654924 MLS
The possibilities are endless with this spacious ranch-style home! Offering a flexible layout ideal for multi-generational living, the home features two separate living areas and bathrooms with a shared kitchen and laundry. A separate side entrance leads to the rear living space with a large bedroom, walk-in shower and private living area, offering great potential for an in-law suite or extended family. The large kitchen offers a pantry and tons of cabinet space, with neutral colors and updated windows throughout. Major improvements include a new roof, newer HVAC, 2026 furnace, encapsulated crawl space with dehumidifier and new sewer line from the home to the street. Enjoy a fenced backyard, storage shed and fantastic detached garage with plenty of room for vehicles, workshop, hobbies or storage. Convenient to shopping and everyday amenities. Seller will be holding an estate sale; some listing photos have been AI-enhanced to digitally remove personal belongings and estate sale items to better showcase the rooms and space.

1514 Myrtle Avenue, Central Chesapeake
1228 Laurel Avenue, Central Chesapeake
$349,000
3 Beds ⋅ 2 Baths ⋅ 10654920 MLS
Step onto the front porch and into this modern 3-bedroom, 2-bath bungalow in the Norfolk Highlands neighborhood of Chesapeake! The updated kitchen features shaker-style cabinets, granite countertops, stainless steel appliances, and a convenient breakfast/dining area. The home also offers a second family room with coffered ceilings, providing plenty of space to relax or entertain. All three bedrooms are spacious and feature walk-in or oversized closets. The primary bedroom includes an ensuite bathroom with a modern shower and granite vanity. Outside, enjoy a fully fenced backyard with a covered patio, wood-burning fireplace, and storage shed. Conveniently located near Greenbrier and Acredale shopping, dining, entertainment, and major roadways.

1228 Laurel Avenue, Central Chesapeake
1055 Calloway Avenue, Central Chesapeake
$297,000
4 Beds ⋅ 2.1 Baths ⋅ 10654794 MLS
This 3-bedroom, 2.5-bath home is waiting for you! It offers approximately over 1,600 square feet of living space on a manageable 0.086-acre lot. The property could benefit from some updating and offers an excellent opportunity to add value with improvements and personal touches. A great option for investors, renovators, or buyers looking to build equity and make a home their own. Call today for more information and to schedule your tour!

1055 Calloway Avenue, Central Chesapeake
4212 Bainbridge Boulevard, Central Chesapeake
$349,800
4 Beds ⋅ 3 Baths ⋅ 10654898 MLS
Love the home, need a lower rate? A 5% rate may be possible with a seller-paid buydown, ask us how! Now offering CCA or Rate buy down up to $10k. Discover the freedom of space at 4212 Bainbridge Boulevard! This 4-bedroom, 3-bath home offers 1,588 square feet of comfortable living on an expansive 0.45-acre lot. Enjoy the convenience of city living without the close-neighbor feel of a great neighborhood. With plenty of room for RVs, boats, trailers, work vehicles, and large equipment, this property is amazing for anyone who needs extra space to live, work, park, and play. The neighboring home at 4210 Bainbridge Boulevard is also available, presenting a unique opportunity to purchase two homes side by side—good for multigenerational living, extended family, or living in one home while renting the other. Don’t miss this rare chance to enjoy privacy, flexibility, and room to spread out in Chesapeake!

4212 Bainbridge Boulevard, Central Chesapeake
4210 Bainbridge Boulevard, Central Chesapeake
$284,800
3 Beds ⋅ 2 Baths ⋅ 10654894 MLS
Love the home, need a lower rate? A 5% rate may be possible with a seller-paid buydown, ask us how! Now offering CCA or Rate buy down up to $10k. Welcome to 4210 Bainbridge Boulevard! This charming 3-bedroom, 2-bath home offers 900 square feet of thoughtfully designed living space with a versatile front flex room—great for a home office, playroom, or cozy sitting area. Enjoy the convenience of living in Chesapeake without the close-neighbor feel of a traditional subdivision. The neighboring property at 4212 Bainbridge Boulevard is also available, creating a rare opportunity to purchase both homes—amazing for extended family, multigenerational living, or living in one home while renting the other. Don’t miss this unique and flexible opportunity!

4210 Bainbridge Boulevard, Central Chesapeake
2204 Ardmore Ave Avenue, Central Chesapeake
$353,999
4 Beds ⋅ 2 Baths ⋅ 10654754 MLS
Welcome to 2204 Ardmore Ave, Chesapeake! Nestled in the heart of Chesapeake, this charming house offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms and 2 full bathrooms. This move-in ready home boasts a bright, open-concept living area, New Roof, New Flooring, New Paint throughout the house, new wiring, new light fixtures, new doors, new bathrooms, New water heater... The backyard is wonderful for outdoor entertaining, pets, or simply relaxing in your private oasis. And you're minutes from major roads, shopping, restaurants, stores, military base and everything else.

2204 Ardmore Ave Avenue, Central Chesapeake
1028 Livingston Ave Avenue, Central Chesapeake
$294,500
2 Beds ⋅ 2 Baths ⋅ 10654423 MLS
Charming cottage-style single-family home on a quiet street in South Norfolk! This 2-bedroom, 2-bath gem offers 1,153 sq ft of comfortable living with a spacious eat-in kitchen and formal dining room. Enjoy the covered front porch and wood deck great for morning coffee or evening relaxing. Detached 1.5-car garage provides excellent storage. No HOA! Bonus: a heated and cooled second-floor space (not included in square footage) offers exciting potential for a home office, playroom, or extra storage, original stairs are available to restore access. Convenient location near I-464 and Bainbridge Blvd. Don't miss this move-in ready opportunity! Some photos have been virtually staged to showcase the home’s potential.

1028 Livingston Ave Avenue, Central Chesapeake
1425 Oliver Avenue, Central Chesapeake
$309,900
3 Beds ⋅ 2.1 Baths ⋅ 10654510 MLS
GREAT OPPORTUNITY FOR FIRST TIME HOMEBUYER UNDATED THREE STORY HOME WITH THREE BEDTOOMS AND TWO AND HALF BATHROOMS. NEW STAINLESS-STEEL APPLIANCE PACAGE. NEW CARPET AND PAINT. ALL BEDROOMS ARE UP STAIRPS, ALONG WITH CONVENIENTLY PLACED WASHER & DRYER ROOM. WASHER & DRYER CONVEY ITS AS IS CONDITION.

1425 Oliver Avenue, Central Chesapeake
1207 Kay Avenue, Central Chesapeake
$282,500
3 Beds ⋅ 1 Baths ⋅ 10654468 MLS
Charming well-built 3-bedroom home in Chesapeake. This property offers comfortable living spaces and plenty of natural sunlight. The owners have maintained this home with love and it shows. Original hardwood floors and pristine original tile in the bathroom make this home special. The large back yard and covered patio are perfect for entertaining. The long driveway and detached garage will accommodate all your parking needs. Call to schedule a viewing today.

1207 Kay Avenue, Central Chesapeake
2514 Narrow Street, Central Chesapeake
$216,000
4 Beds ⋅ 2 Baths ⋅ 10654367 MLS
Opportunity awaits! This 4-bedroom, 2-bath brick ranch in the heart of Chesapeake offers 1,173 square feet of living space on a 0.15-acre lot. With a practical single-level layout and classic brick exterior, this property presents an excellent opportunity for buyers looking to renovate and create a home tailored to their vision. The home needs updating and renovation, making it ideal for those seeking a project with potential. Bring your ideas and transform this property into something special! Call today for more information and to schedule your tour! Case #544-330982 IE (Insurable with Escrow) Subject to Appraisal. Property is Owned by the US Dept. of HUD. Seller makes no representations or warranties as to the property condition. HUD Homes are Sold "AS IS". Equal Housing Opportunity. Seller may contribute up to 3% for buyers closing costs upon, upon bid submission.

2514 Narrow Street, Central Chesapeake
1605 Hawthorne Drive, Central Chesapeake
$270,000
3 Beds ⋅ 2 Baths ⋅ 10654362 MLS
This 3-bedroom, 2-bathroom property offers nearly 1,300 square feet of living space and is ready for a complete transformation. The home requires some updating, providing an opportunity for buyers, investors, or rehabbers to bring their vision to life. With a functional bedroom and bath count and plenty of potential, this property is ready for someone with the vision and experience to turn it into a finished home. Bring your plans and make this property your next project! Call today for more information and to schedule your tour! Case #541-753771 IE (Insurable with Escrow) Subject to Appraisal. Property is Owned by the US Dept. of HUD. Seller makes no representations or warranties as to the property condition. HUD Homes are Sold "AS IS". Equal Housing Opportunity. Seller may contribute up to 3% for buyers closing costs upon, upon bid submission.

1605 Hawthorne Drive, Central Chesapeake
1608 Jackson Avenue, Central Chesapeake
$315,000
3 Beds ⋅ 2 Baths ⋅ 10654311 MLS
Come see this 3 Bed, 2 Bath home located in Chesapeake. Recent improvements include fresh paint throughout, new LVP flooring, and new carpet. The property also features a detached 2-car garage offering additional parking and storage space. Some photos have been AI generated to help show case the homes true potential.

1608 Jackson Avenue, Central Chesapeake
1513 Wingfield Avenue, Central Chesapeake
$324,900
3 Beds ⋅ 2 Baths ⋅ 10653971 MLS
Welcome to 1513 Wingfield Avenue! This spacious ranch-style home in Indian River offers three bedrooms, two full bathrooms, and an additional room off the primary bedroom—great for a home office, sitting room, dressing room, or private retreat. Laminate floors flow throughout the home, while the updated kitchen provides a fresh and inviting space for everyday living. Outside, enjoy a large fenced-in yard with a storage shed, an oversized driveway, and a full garage offering plenty of parking and storage. Conveniently located near the interstate, shopping, dining, and schools, this home brings together space, flexibility, and a convenient location. Schedule your showing today! Avg electric bill for the past 6 months - $9.33 p/mo!

1513 Wingfield Avenue, Central Chesapeake
2309 Tapscott Avenue, Central Chesapeake
$345,000
3 Beds ⋅ 2 Baths ⋅ 10654010 MLS
Completely updated throughout and move-in ready! Features include a gorgeous kitchen with stainless steel appliances & a pantry. Updated bathrooms with granite vanity tops and tiled showers. Plus a newer roof and water heater! The attached garage includes a laundry/mudroom area. Outside, enjoy a beautifully maintained lawn, huge fully fenced backyard with double and single gate access, and a large detached shed for extra storage.

2309 Tapscott Avenue, Central Chesapeake
2904 Scotia Drive, Central Chesapeake
$259,900
3 Beds ⋅ 1 Baths ⋅ 10653987 MLS
Charming freshly appointed home. Newer carpet, new paint, new flooring in kitchen and bath, new light fixtures and ceiling fans. Great attached garage with access through additional living space. Breakfast area in kitchen, vaulted ceiling add to this easy living home. Laundry closet with stackable washer/dryer convey! Bedrooms are spacious with all new closet doors. Large parking pad for additional off street parking. This home is move in ready and waiting for you!

2904 Scotia Drive, Central Chesapeake
1118 Commerce Avenue, Central Chesapeake
$389,800
4 Beds ⋅ 3 Baths ⋅ 10653792 MLS
*****Seller offering up to 6% in closing cost assistance, subject to buyer's loan program, lender approval, and allowable closing costs.***** Located in the heart of Chesapeake’s South Norfolk community, this well-maintained residence offers 4 bedrooms and 3 full bathrooms, giving you plenty of space whether you need room for guests, hobbies, or simply a place to hide from laundry you meant to fold. The home features a spacious layout with thoughtfully designed rooms throughout. The downstairs bedroom includes newly installed LVP flooring (2026) and a walk-in closet — storage, organization, or pretending you’re in a dramatic movie scene while picking out an outfit. Upstairs, you’ll find carpeted bedrooms, including a primary suite with its own walk-in closet (because one walk-in is never enough). Enjoy easy access to downtown Norfolk, major shipyards, and nearby interstates, making commutes simple and efficient. This inviting property is ready to welcome its next owner.Come see this gem and explore all it has to offer ---your future self might thank you for it!

1118 Commerce Avenue, Central Chesapeake
404 Redbrick Drive, Central Chesapeake
$465,000
4 Beds ⋅ 3 Baths ⋅ 10653505 MLS
Beautifully renovated 4-bedroom, 3 bath home in Chesapeake featuring two primary suites, ideal for multigenerational living, guests, or added privacy. Extensive updates include a brand-new kitchen with granite countertops, all new appliances, renovated bathrooms, and new luxury vinyl plank flooring throughout much of the home. all new light fixtures and so much more. The spacious and flexible floor plan offers comfortable living and entertaining areas, while the two primary suites provide exceptional versatility. The water heater is approximately 6 years old. Move-in ready with stylish modern finishes and major interior improvements already completed

404 Redbrick Drive, Central Chesapeake

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.